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WO2004094367A3 - Procede de synthese stereoselective de lactones - Google Patents

Procede de synthese stereoselective de lactones Download PDF

Info

Publication number
WO2004094367A3
WO2004094367A3 PCT/EP2004/004172 EP2004004172W WO2004094367A3 WO 2004094367 A3 WO2004094367 A3 WO 2004094367A3 EP 2004004172 W EP2004004172 W EP 2004004172W WO 2004094367 A3 WO2004094367 A3 WO 2004094367A3
Authority
WO
WIPO (PCT)
Prior art keywords
dicarboxylic acid
acid monoester
stereoselective synthesis
reaction
lactones
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2004/004172
Other languages
English (en)
Other versions
WO2004094367A2 (fr
Inventor
Christof Wehrli
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
DSM IP Assets BV
Original Assignee
DSM IP Assets BV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=33305761&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2004094367(A3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by DSM IP Assets BV filed Critical DSM IP Assets BV
Priority to US10/543,719 priority Critical patent/US20060074248A1/en
Priority to EP04728343A priority patent/EP1618110A2/fr
Priority to JP2006505200A priority patent/JP2006524204A/ja
Publication of WO2004094367A2 publication Critical patent/WO2004094367A2/fr
Publication of WO2004094367A3 publication Critical patent/WO2004094367A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

L'invention concerne un procédé de synthèse stéréosélective d'une lactone chirale pouvant être utilisée en tant qu'intermédiaire dans la synthèse de la biotine. Ledit procédé comprend une séquence de réactions dans laquelle un anhydride d'acide méso-carboxylique cyclique est transformé à l'aide d'un alcool chiral à ouverture de cycle en un monoester d'acide dicarboxylique. Par rapport au monoester dicarboxylique obtenu à partir d'anhydride d'acide méso-carboxylique cyclique et d'alcool chiral, la réaction permet la diastéréosélectivité. La réaction est conduite en présence d'un catalyseur spécifique améliorant la pureté diastéréoisomérique du monoester d'acide dicarboxylique.
PCT/EP2004/004172 2003-04-22 2004-04-20 Procede de synthese stereoselective de lactones Ceased WO2004094367A2 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US10/543,719 US20060074248A1 (en) 2003-04-22 2004-04-20 Process for the stereoselective synthesis of lactones
EP04728343A EP1618110A2 (fr) 2003-04-22 2004-04-20 Procede de synthese stereoselective de lactones
JP2006505200A JP2006524204A (ja) 2003-04-22 2004-04-20 ラクトンの立体選択的な合成方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP03009198.7 2003-04-22
EP03009198 2003-04-22

Publications (2)

Publication Number Publication Date
WO2004094367A2 WO2004094367A2 (fr) 2004-11-04
WO2004094367A3 true WO2004094367A3 (fr) 2005-04-28

Family

ID=33305761

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2004/004172 Ceased WO2004094367A2 (fr) 2003-04-22 2004-04-20 Procede de synthese stereoselective de lactones

Country Status (6)

Country Link
US (1) US20060074248A1 (fr)
EP (1) EP1618110A2 (fr)
JP (1) JP2006524204A (fr)
KR (1) KR20060006043A (fr)
CN (1) CN100447144C (fr)
WO (1) WO2004094367A2 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006108562A1 (fr) * 2005-04-08 2006-10-19 Dsm Ip Assets B.V. Fabrication de lactones
CN101402981B (zh) * 2008-10-30 2011-07-13 浙江医药股份有限公司新昌制药厂 酶手性氧化制备生物素中间体内酯的方法
CN103524514B (zh) * 2013-10-25 2016-03-02 东北制药集团股份有限公司 (3aS,6aR)-1,3-二苯甲基-四氢-1H-呋喃并[3,4-d]咪唑-2,4-二酮的制备方法
CN109251207B (zh) * 2018-09-29 2020-03-10 江西天新药业股份有限公司 立体选择性合成手性内酯的方法
CN109748924A (zh) * 2019-01-31 2019-05-14 浙江圣达生物药业股份有限公司 一种生物素手性内酯的不对称合成新方法
CN113121549B (zh) * 2019-12-31 2022-08-26 江西天新药业股份有限公司 立体选择性合成手性内酯的方法和手性化合物及其应用
CN113549084B (zh) * 2020-04-24 2023-02-28 杭州科兴生物化工有限公司 一种立体选择性合成手性内酯的方法
CN114634515A (zh) * 2022-02-25 2022-06-17 复旦大学 一种(3aS,6aR)-内酯的立体选择性合成方法
CN115466217B (zh) * 2022-09-26 2024-01-30 安徽泰格维生素实业有限公司 一种回收环酸的方法
EP4458828A1 (fr) 2023-05-05 2024-11-06 DSM IP Assets B.V. Procédé continu de production de lactones chirales

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0161580A2 (fr) * 1984-05-18 1985-11-21 F. Hoffmann-La Roche Ag Procédé pour la préparation d'une lactone

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1019489B (zh) * 1984-05-18 1992-12-16 弗·哈夫曼-拉罗彻公司 旋光性呋喃并咪唑-2，4-二酮的制备方法
DE19947953A1 (de) * 1999-10-06 2001-04-12 Merck Patent Gmbh Verfahren zur selektiven Spaltung cyclischer Carbonsäureanhydride
CH694730A5 (de) * 2000-02-09 2005-06-30 Sumitomo Chemical Co Verfahren zum Herstellen optisch aktiver Hemiester.
JP4433620B2 (ja) * 2000-02-09 2010-03-17 住友化学株式会社 光学活性イミダゾリジン−２−オン類の製造方法
US6291681B1 (en) * 2000-02-25 2001-09-18 Roche Vitamins Inc. Process for preparing biotin
US7053236B2 (en) * 2000-04-04 2006-05-30 Brandeis University Catalytic asymmetric desymmetrization of prochiral and meso compounds
CA2405535A1 (fr) * 2000-04-04 2001-10-11 Brandeis University Desymetrisation catalytique asymetrique de composes meso

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0161580A2 (fr) * 1984-05-18 1985-11-21 F. Hoffmann-La Roche Ag Procédé pour la préparation d'une lactone

Also Published As

Publication number Publication date
CN1768063A (zh) 2006-05-03
KR20060006043A (ko) 2006-01-18
EP1618110A2 (fr) 2006-01-25
WO2004094367A2 (fr) 2004-11-04
JP2006524204A (ja) 2006-10-26
US20060074248A1 (en) 2006-04-06
CN100447144C (zh) 2008-12-31

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